StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Formaldehyde → 5-[2-(Isopropyloxycarbonylamino)ethylthio]-3-morpholinomethylimidazo[1,2-a]pyridine

HRID 5485
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 5485
[CH2:1]=O.[NH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[CH:9]([O:12][C:13]([NH:15][CH2:16][CH2:17][S:18][C:19]1[N:24]2[CH:25]=[CH:26][N:27]=[C:23]2[CH:22]=[CH:21][CH:20]=1)=[O:14])([CH3:11])[CH3:10]>C(O)(=O)C>[CH:9]([O:12][C:13]([NH:15][CH2:16][CH2:17][S:18][C:19]1[N:24]2[C:25]([CH2:1][N:3]3[CH2:8][CH2:7][O:6][CH2:5][CH2:4]3)=[CH:26][N:27]=[C:23]2[CH:22]=[CH:21][CH:20]=1)=[O:14])([CH3:11])[CH3:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 233628125-[2-(Isopropyloxycarbonylamino)ethylthio]imidazo[1,2-a]pyridine

Produkt 1

HCID 233628355-[2-(Isopropyloxycarbonylamino)ethylthio]-3-morpholinomethylimidazo[1,2-a]pyridineAusbeute 50,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of an aqueous 37% formalin solution (210 mg, 2.59 mmoles) in acetic acid (2 ml) was added morpholine (226 μl, 2.59 mmoles) under ice-cooling and the mixture was stirred at room temperature for 45 minutes. 5-[2-(isopropyloxycarbonylamino)ethylthio]imidazo[1,2-a]pyridine (651 mg, 2.33 mmoles) was added, followed by stirring at 60° C. for 2 hours. After the solvent was distilled off, the residue was diluted with chloroform, washed in turn with aqueous 1N NaOH and saturated saline, and then dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography [eluent: ethanol/ethyl acetate=1:10] to obtain 442 mg of the desired product (50.1%, light brown solid).

Aufarbeitung

  1. temperaturecooling
  2. stirringby stirring at 60° C. for 2 hours
  3. distillationAfter the solvent was distilled off
  4. additionthe residue was diluted with chloroform
  5. washwashed in turn with aqueous 1N NaOH and saturated saline
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off
  8. customthe residue was purified by column chromatography [eluent: ethanol/ethyl acetate=1:10]

Quellen und Nachweise

ORD-Eintrag
ord-9e25ae07e399492788ca461ed5c581a2
Quelldatensatz
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05244908

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion